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Iron-Catalyzed Acylative Dealkylation of N-Alkylsulfoximines
被引:16
|作者:
Lamers, Philip
[1
]
Priebbenow, Daniel L.
[1
]
Bolm, Carsten
[1
]
机构:
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
关键词:
Iron;
Dealkylation;
Acylation;
Sulfoximines;
Alkylation;
OXIDATIVE AMIDATION;
RECEPTOR ANTAGONIST;
SULFUR IMIDATIONS;
ALPHA-ARYLATION;
TERTIARY-AMINES;
SULFOXIMINES;
METHYLATION;
SULFIMIDES;
PEPTIDES;
ARENES;
D O I:
10.1002/ejoc.201500855
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
As a result of our recent investigations into the N-functionalization of sulfoximines, an iron-catalyzed dealkylative acylation of N-alkylsulfoximines has been developed. This process involves a Polonovski-type dealkylation of an N-alkylated sulfoximine to afford a reactive intermediate that is trapped in the presence of a suitable aldehyde or anhydride to afford N-acyl- and N-aroylsulfoximine derivatives in one pot. Subsequent cleavage of the acyl or aroyl group under acidic conditions generates a synthetically valuable NH-sulfoximine.
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页码:5594 / 5602
页数:9
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